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The New Neighborhood Ch. 00 – Prequel 05

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Tutoring Math: Fucking Tiffany and Friends

I had been a math teacher when Nicole and I first married. I taught at a private school for two years, then moved to a public high school for several years before deciding to move into a more lucrative career. While Heather was in high school, I tutored some of her friends informally and enjoyed helping them find and fill the gaps in their mathematical knowledge.

It was nearly two years after Heather started college before I made the decision to move closer to the university. During this time, I rekindled my enjoyment of pure mathematics and eventually decided to contact the local high school about mathematics tutoring for any students who might benefit.

Naturally, I had to go through all the background checks and even had to dig out my long-expired certification as a teacher of mathematics.

Most of the tutoring happened at the school using one of the classrooms. I also signed up to do private tutoring but was cautioned, by the administration, to ensure that I was never alone with minors. I had heard horror stories of people who’s lives had been turned upside down by false accusations of having sex with a minor. These stories almost convinced me to abandon the whole idea.

The tutoring was just as I had imagined. Some of it was more frustrating than I ever would have guessed. It started off informally and then expanded into a regular work schedule primarily for high school students and surprisingly mostly for girls. Many of the girls flirted but I dealt with that easily while building their self-esteem. Little comments like, “I wish I had known a girl like you when I was in high school,” seemed to be enough.

Tiffany, a girl who had just turned eighteen, was physically very mature. She was stunningly beautiful but didn’t seem to know it. Her beauty and energy were engaging and enhanced by her intelligence. Tiffany did need a little help in math but she was smart and it soon became clear that she had other interests. Tiffany wanted sex and she wanted to get fucked by a mature man instead of some bumbling high school boy.

Tiffany stopped by my house after school one Friday.

“Can I ask you a question Mr. Brostwin?”

“Sure Tiffany,” I smiled. I was tempted to have the students call me by my first name but decided that the formality helped to preserve the distance and enhance the professionalism.

I had steadfastly avoided multiple attempts by legal age high school girls who tried to seduce me but today I caved.

“Does this pussy look normal to you?” she asked while pulling the bottom of her skirt up high to expose her pantyless pussy in its unshaved glory.

I was momentarily speechless. Suddenly I wanted nothing more than to lick that pussy. I needed to feel her soft inner thighs wrapped around my head.

I steeled myself, looked her in the eyes and said, “Tiffany, this isn’t going to happen.”

I looked into her large dark brown eyes with naturally long lashes and framed by her expressive equally dark brown eyebrows. She was speechless as her eyes started to fill with tears. The sadness in her face made my heart ache.

There were many things that I expected her to say, but I was dumbfounded when she said, “Ok.”

Without thinking I responded, “What do you really want?”

“I just want to be happy. I’m an only child and my parents hate each other,” she admitted.

“So how would seducing me change that?” I asked with concern.

“You seem so kind, so calm and like you are happy even though you live alone,” smiled Tiffany timidly.

“When was the last time someone hugged you?”

Tears started running down her cheeks and she replied, “I don’t remember,” then sniffled and wiped her cheeks with her arm.

I stood and pulled her closer, with her head pressed against my chest. I wrapped my arms around her and hugged her like I hug Heather every time I see her.

Tiffany relaxed in my arms, started to breathe easily and asked, “What did you just do?”

“I hugged you,” I replied, “what did you feel?”

“I felt this energy coming from you that warmed me, relaxed me, and took away my fears.” she smiled. “And it also made my pussy a little wet,” she giggled.

“A good hug can do that,” I assured her with a smile.

“Are you sure that we can’t do something more? I have a lot of trust issues but not with you!” she stated emphatically.

I hesitated briefly, but proceeded with the goal of bringing us both some happiness.

“Ok, have you ever been kissed?” I asked while being almost certain that she hadn’t.

Tiffany smirked and shook her head, “Trust issues, remember?”

“May I kiss you?” I asked while questioning myself for not just sending this amazingly attractive young woman home.

“Mr. Brostwin, I can sense your hesitancy. I like you and I don’t want to make you uncomfortable. I should go.”

“It’s dark out, can you call someone for a ride?”

“No,” replied Tiffany softly, “my parents fought, Dad left and Mom is staying at her boyfriend’s olgun gaziantep escort house.”

I gathered Tiffany into my arms again. I held her close. “It’s not safe for you to be alone. Text your mother and let her know that you’re staying here. You can use Heather’s room.”

Tiffany did as I asked and together we made a classic Italian dinner with pasta and a sauce made from fresh vegetables including carrots, celery and tomatoes. I was starting to relax and enjoy having her with me. It reminded me of cooking with Heather and out of habit, I poured us each a glass of red wine.

After dinner we watched a romantic comedy on TV, which was something that Tiffany selected. She relaxed, laughed, and even shed a few tears of joy for the two characters that finally found true love.

After the movie I showed Tiffany to Heather’s room and I retired to the master suite. I had just finished brushing my teeth when there was a knock on the door.

I opened the door to find Tiffany standing there in one of Heather’s nightshirts. “Why didn’t you tell me?” she smiled.

“Tell you what?” I asked while feeling very perplexed.

“That you already have a lover and that you don’t want to cheat on her,” smiled Tiffany.

“What, what are you talking about?”

“Your daughter’s bed has no sheets on it. It’s not made up and hasn’t been for some time. When she comes home, she sleeps with you, right?”

“Ummmm,” I began.

“You don’t need to say anything,” she smirked, “just tell me where I can find some sheets,” she laughed.

We had just finished making up the bed when the front door burst open, “Helloooo, I’m home!” announced Heather.

“Hi, Tiffany, right?” smiled Heather as she recognized the beautiful girl who had been a year behind her in school. “You look cute in that nightgown. I can’t remember the last time I’ve worn one.”

“Yes, your dad has been tutoring me in Math,” she began.

“Let’s go sit in the living room,” I suggested.

Heather took Tiffany’s hand and as they walked down the hall they talked. “So, how long have you been fucking Dad?” she asked excitedly.

Tiffany’s face fell and she just shook her head.

We all sat in the living room and I told Heather everything that had happened and why Tiffany was spending the night. “So, just before you entered Tiffany had deduced that when you come to visit, you must be sleeping with me,” I concluded.

“Smart girl!” smiled Heather. “You can sleep in my room but I think you should join me and Dad. You might not get as much sleep but it will be more fun,” she giggled.

“You’re very kind, and so is Tom, but he’s made it clear that he’s not interested in anything more than a hug. But it was an amazing hug!” she smirked.

“Dad just worries that he’s trapping you into something that you don’t really want,” explained Heather.

“So, how do I convince him? I’ve never done this before,” admitted Tiffany.

“Just tell him what you want,” encouraged Heather.

Tiffany, emboldened by Heather’s support, looked me in the eyes and said, “I want you to teach me how to kiss.”

This time I didn’t hesitate or have second thoughts. If I’m honest with myself I think that I just needed Heather’s approval. I moved to Tiffany, caressed her face, tucked her hair behind her ear, supported her head and pressed my lips to hers. She closed her beautiful brown eyes, parted her lips and our tongues met.

“Oh my,” gasped Heather.

I immediately felt Tiffany’s passion as she felt mine. The kiss became more animated as our tongues dueled, our saliva mixed, her body squirmed and my hardening cock pressed against her belly.

“Phew!” said Tiffany as she broke the kiss, “that was wicked awesome!”

“It was,” I smiled, “so, what made you think that I could teach you something?” I chuckled and shook my head.

“I didn’t know that kissing a guy would be so much like kissing a girl,” giggled Tiffany.

“Whoa! Wait, wait! Can I get one of those kisses?” asked Heather while blushing and biting her lip.

Tiffany turned and reached out to Heather, “I’ve wanted you since the first day I saw you in school,” admitted Tiffany.

“I wish that I had known,” replied Heather as the two embraced, their lips and tongues met, and they tasted each other for the first time. Their legs intertwined. as their hips ground together and their hands explored each other’s bodies.

Heather’s hand slipped beneath Tiffany’s nightgown, slid up her wet slippery inner thigh, to find her pantyless pussy. She massaged her clit and slipped two fingers inside. She fingered her to the edge of an orgasm.

“No panties?” asked Heather rhetorically. “You are a naughty girl,” she winked.

I started to feel light-headed at the eroticism of their actions. I sat down on the couch as the two ended their kiss and Heather asked, “So what do you want now?”

I watched as the two of them peeled off their clothes, Tiffany took Heather’s hand and they walked gaziantep olgun escort to stand in front of me. “Hmmmmm, what do I want?” Tiffany asked herself.

Tiffany looked at Heather, “I want to see you fuck your dad,” she began, “then, have you watch as his cock goes deep inside my tight little virgin pussy,” she smiled.

“Sounds like fun to me,” giggled Heather.

They each took one of my hands and led me into the master bedroom. Tiffany unbuttoned my golf shirt and stripped it off over my head. Heather dropped to her knees, unbuckled my belt and soon had removed my jeans leaving me only in awkwardly tented boxers.

“Join me,” invited Heather. Tiffany dropped to her knees and instinctively caressed my throbbing cock through the thin cotton.

“I’ve never touched one,” admitted Tiffany timidly.

Heather pulled down my boxers and Tiffany’s eyes got big. Then Heather stroked my cock and caught a dripping strand of pre-cum on her tongue before slipping my cock about halfway into her mouth and throat. Tiffany’s eyes got even bigger.

Heather pulled off and pushed my cock toward Tiffany, “Give it a try,” she smiled.

“Oh, it’s so warm and hard,” began Tiffany, “the skin is soft,” she smiled as she licked a bit of my oozing pre-cum.

“Use your other hand to massage his balls. Just don’t squeeze too hard.”

Tiffany followed instructions well and soon was sucking the swollen smooth head of my cock deep into her mouth.

As I looked down at my cock, it disappeared between Tiffany’s full red lips as she looked up at me with her sparkling brown eyes. The sucking of her mouth and the swirling of her tongue quickly had me close to cumming.

She pulled off and announced, “I could play with this all night!”

“Just wait, it gets better,” began Heather, “you wanted to see me fuck Daddy, right?” she asked while moving to the bed, kneeling on it with her knees spread wide and looking back at Tiffany. “Bring that cock over here and plug him in,” she giggled.

Tiffany did as she was instructed, rubbed the head of my cock between Heather’s vaginal lips and then watched as the head popped inside and all eight inches slowly disappeared into my daughter’s warm wet pussy.

“Wow! That is so hot,” gasped Tiffany.

“Oh fuck Dad, I’ve missed this,” moaned Heather as I slid my cock in and out of her sexy hard body. “I think you need to move closer to the university,” she laughed

“Slide under me,” suggested Heather. Tiffany moved as directed, laid on her back and looked up at my cock deep inside Heather’s pussy. She watched my balls bouncing off her clit with each thrust of my hips.

I felt her fingers touching my scrotum and playing with my balls as she massaged Heather’s clit with her other hand.

Heather spread Tiffany’s thighs and lowered her head between them to lick the younger girl’s sweet tasty twat. Tiffany began to squirm and twitch as Heather licked her closer to an orgasm.

My own orgasm was getting close when Heather stopped licking and begged, “Fuck me harder Daddy! Fill my cunt with your cum,” she urged

I held Heather’s hips tight and plowed into her again and again before planting several streams of creamy white cum deep in my little girl’s core.

My orgasm triggered Heather’s and after she had finished thrashing, I lifted her upper body to kiss her neck and caress her breasts. I pulled my cock from her pussy and heard Tiffany gasp, “Oh, my,” as she began licking Heather’s pussy and swallowing our combined cum.

Heather laid beside Tiffany then turned and kissed her softly on the lips. “Did you like my daddy’s cum?” she smiled.

“I guess I have to wait till tomorrow,” sighed Tiffany clearly disappointed.

Heather started to giggle, “I just took the edge off. I bet if you go suck him, he’ll be ready to fuck in a couple minutes.”

Tiffany’s eyes grew big again. She returned Heather’s kiss crawled off the bed and knelt before me. She held my slimy cock and circled her tongue around the tip. Soon she sucked the head into her mouth and smiled as my length and girth returned. She licked my balls a few times and then made her intentions clear, “I want you to fuck me now,” she beamed.

I laid down on my back and Heather helped Tiffany straddle my hips. She slid her super wet pussy up and down the underside of my cock. After several strokes Heather had her raise her hips. She then positioned the head of my cock at the opening to Tiffany’s virgin pussy and we watched as she lowered her hips slowly.

“Hooo, Haaa, Hoooo, Haaa,” panted Tiffany

“Go slow, that’s a big cock for such a tiny pussy,” smiled Heather.

It had been a while since my cock had enjoyed the tight caress of a virgin teen’s twat. I was glad that I had fucked Heather earlier, because without that release I never would have been able to hold back while looking at Tiffany’s smiling face, caressing her perfect 36C breasts and probing deeply into her creamy young cunt.

My gaziantep olgun escort bayan reverie was interrupted when Tiffany exclaimed, “I did it!” as my cock stretched her pussy, past her cervix and she sat fully impaled on my throbbing hard cock.

“Don’t you just love it?” asked Heather as she leaned in and hugged and kissed Tiffany.

That was the last that I saw of Tiffany for a few minutes, as Heather straddled my shoulders, lowered her pussy to my mouth and encouraged Tiffany to have fun with her first fuck.

“Go up and down, twist a little to each side, even spin around if you want to,” encouraged Heather.

“Oh Ohh, this is soooo much better than I’d ever imagined,” moaned Tiffany. “I feel like I might cum again.”

Soon Tiffany’s tight pussy got even tighter as her body tensed, her breathing stopped and she collapsed against Heather while her vaginal muscles spasmed in an effort to milk more cum out of me.

But I held off cumming a second time. Then Heather and I repositioned Tiffany comfortably on her back between us. I gently caressed Tiffany’s torso, and enjoyed playing with her breasts and her sensitive erect nipples.

Heather and she kissed softly. “Is this what it feels like to be loved?” asked Tiffany.

“Well, love and happiness go together and I don’t think I could be happy without sex,” smiled Heather.

“This is all so new to me. It’s going to take time to figure out what I really want,” admitted Tiffany.

“That’s very mature. Take care of your immediate needs, but also think about what you want long term,” replied Heather.

“Is it bad? I mean, is it ok that I want your dad? That I want him to hold me and for his cock to fill that void again?” asked Tiffany.

Heather rolled Tiffany into her arms, kissed her again. “Does this answer your question?”

While they kissed, I spooned behind Tiffany, lifted her right leg and slid my cock deep into her tight, sexy body.

“Oh, God, Yesss,” sighed Tiffany

I held her back against my chest and my hips molded to her firm young ass while Tiffany and Heather snuggled.

I fucked her slowly until we both eventually climaxed and the three of us drifted off to sleep.

In the morning, I woke to an empty bed and heard Tiffany and Heather talking as they showered.

“What are your plans after graduation?” asked Heather.

“I’ve decided to go to California, get a basic job and then find a way to get involved in making films.”

“It’s a tough business but you seem smart. I think it’s exciting to try something new and different,” replied Heather supportively.

After they finished their shower, they moved to Heather’s room. I got up, showered and threw on a t-shirt and shorts and joined them in the kitchen.

Both Heather and Tiffany were naked as they made breakfast and set the plates, napkins and flatware on the counter.

“Dad! Why are you wearing clothes?” asked Heather while rolling her eyes.

“I thought that with a guest in the house our clothing optional policy might not apply but clearly I was wrong,” I smiled as I stripped off my clothes, folded them and set them on the table.

“We can get dressed if that’s what you want,” giggled Tiffany.

“I like the view just the way it is,” I assured her.

Tiffany approached me, “Good morning, Mr. Brostwin,” she smiled as she wrapped her arms around my neck, stood on her tiptoes, pressed her breasts into my chest and kissed me softly on the lips. I reached down, placed my hands just below her ass and lifted Tiffany off of the floor.

“Whoa!” she shouted, “I wasn’t expecting that.”

“Would you like me to put you down?” I offered.

At this point Tiffany had wrapped her legs around my waist and I was comfortably holding her ass as we resumed our kiss. Tiffany licked my lips and inserted her tongue into my mouth. As we enjoyed a very wet, sloppy, passion filled kiss, Heather approached.

“Here, let me help,” quipped Heather as she gently lifted my throbbing hard cock and inserted the tip into Tiffany’s tight not-so-virgin pussy.

I lowered Tiffany a couple inches and she stopped kissing as her pussy stretched. “Mmmmmmm, a girl could get used to this,” she giggled as I lowered her more and penetrated herfurther.

“Are you two going to eat breakfast?” smiled Heather.

Tiffany whispered in my ear and I lifted her up off of my cock.

“So, it looks like someone is hungry,” laughed Heather.

I moved to the kitchen and sat on one of the rotating bar stools.

Heather had served everyone some scrambled eggs, bacon and an English muffin with butter and blueberry jam.

Tiffany followed me to the counter, climbed onto my lap facing away, straddled my thighs, aligned my cock with her pussy and smiled as she was once again filled to her satisfaction.

We both began eating. “Thanks for making breakfast. A person shouldn’t have to choose between food and fucking,” replied Tiffany while eating and rolling her hips to savor the sensation of being stretched by my cock.

“She’s right you know,” began Heather as she leaned onto the counter with her tits being served up for my visual enjoyment. Then she captured our attention, wiggled her hips and added, “When you have a chance, I’d like something besides food too!”

“Oh my, I’ve been a terrible guest,” sighed Tiffany as she slid off of my cock and it slapped back against my belly.

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